Guesthouse vacation rentals in James Island

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Top-rated guesthouse rentals in James Island

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Top guest favorite

Guesthouse in Charleston

4.99 out of 5 average rating, 163 reviews

The James: “Tiny” Home b/w Downtown & Folly

The James is a unique NEW 530 sq ft retro coastal tiny home located in a gorgeous neighborhood on James Island ◡̈ 10 mins to downtown Charleston 12 minutes to Folly Beach Walking distance to restaurants The James sleeps up to 6 people and 2 dogs (NO PET FEE) & boasts a private fenced yard & patio with an outdoor shower and Clawfoot tub! The James is ideal for solo travelers, couples, families, those traveling w/ their dog(s), those w/ limited mobility and groups of friends. #BNB-2023-02

Top guest favorite

A cozy fire pit area features a circular arrangement of dark wooden chairs surrounding a glowing fire. The path is outlined with stone, and lush greenery surrounds the space, creating a welcoming outdoor setting for relaxation and gatherings.

Guesthouse in Charleston

5 out of 5 average rating, 175 reviews

The Guesthouse at Old Orchard

Relax in the treetops of our beautiful pecan grove! Guests adore the peaceful surroundings of our new 1260 sq ft guesthouse located on the second floor of a detached garage. This private space has an open floor plan, fully stocked kitchen, 2 queen bedrooms, 2 full baths, wifi, Roku TVs, and new appliances including washer and dryer. Sitting on 1.3 acres, the property is home to gardens, a tidal creek, and happy hens! It is quiet yet centrally located between downtown Charleston and Folly Beach.

Top guest favorite

The spacious loft features a high wooden ceiling with recessed lighting. A comfortable seating area is adjacent to a kitchen equipped with a microwave and convection oven. Large windows allow natural light, while a cozy couch and a small table add to the living space.

Guesthouse in Charleston

4.98 out of 5 average rating, 130 reviews

Luxury Loft (2 miles from Folly Beach)

The Luxury Loft is perfect for one person or a couple. The stylish surfer vibe loft is adjacent to the main house with a separate entrance. Located 2 miles from Folly Beach, walking distance to a grocery store, and 20 minutes from Downtown Charleston. Spacious shower, kitchen with hot plate, convection oven, microwave, coffee maker and blender. It has Wifi and smart TV with a split unit A/C. Off-street parking space for one and one space street parking. Beach vibes without all the crowds.

Top guest favorite

Guesthouse in Charleston

4.99 out of 5 average rating, 279 reviews

Salt of the Island Retreat w/ Pool on the Lake

Welcome to Salt of the Island Retreat! Tucked away on James Island and very conveniently located between Historic Downtown Charleston (10 minutes away) and Folly Beach (15 minutes away), this hidden gem is nestled on a 5 acre lake, immersed in a vibrant ecosystem! After visiting all of the eclectic charm that Charleston has to offer, head back to Salt of the Island Retreat and reconnect with nature. Enjoy the sunshine and a cold beverage poolside while you heal your soul with the simple things.

Top guest favorite

A travel guide titled 'Weird Carolinas' is displayed on a wooden table. The cover features a bold, colorful title and includes a subtitle about local legends and secrets. The book's pages appear slightly worn, indicating it has been well-used.

Guesthouse in Charleston

4.93 out of 5 average rating, 770 reviews

Charleston's Coolest Neighborhood

You can't beat the location! You'll be 5-10 minutes from downtown Charleston, but with free off-street parking, AND you can walk to dozens of bars, restaurants, coffee shops, etc. Avondale is Central to all parts of Charleston, and its a cinch to drive to everywhere from here. This studio apartment is private, modern, and newly renovated. You'll have a kitchenette, grill, outdoor seating, and access to beach equipment. Also only a 5 minute walk to the West Ashley Greenway for biking/jogging!

Top guest favorite

A coffee station is displayed featuring a coffee maker, a French press, and a variety of coffee and tea options. A woven tray holds coffee filters, sugar, and creamers, while a jar of ground coffee is also present. The countertop is finished with a light wood surface.

Guesthouse in Charleston

4.94 out of 5 average rating, 405 reviews

Indigo House Poolside Retreat

Indigo House Poolside Retreat is a bright, beachy & bohemian space that is perfect for your stay in beautiful Charleston! This one bedroom pool house apartment is located in the heart of James Island, just 10 minutes from the downtown peninsula and 15 minutes from Folly Beach. It can sleep up to four adults and includes a full kitchen with incredible outdoor space including a salt water pool and a gas fire pit. While the pool house is located in the owners' backyard, it feels very private.

Guest favorite

A modern kitchen features stainless steel appliances, including a microwave, oven, and dishwasher. The crisp white cabinetry is complemented by a teal backsplash, and a double sink is positioned beneath a window. A coffee maker is visible on the countertop, adding convenience for guests.

Guesthouse in Charleston

4.97 out of 5 average rating, 174 reviews

Charleston Casita near Folly Beach *Dog Friendly*

Our Casita is your private getaway, located on James Island, perfectly between Folly Beach and downtown Charleston. This guest house includes a queen bed, full kitchen, high-speed fiber internet, dedicated work space, Article sleeper sofa, smart TV’s, and a private patio with fire pit. You are only: 5 minutes from Folly Beach 10 minutes from Historic Downtown Charleston <20 minutes from the top local restaurants and breweries in Charleston 25 minutes from Charleston International Airport

Guest favorite

An outdoor lounge area is showcased on a wooden deck. It features a dark sectional sofa positioned alongside potted plants. A grill is visible in the background, and a wooden chair adds to the seating options. Lush greenery surrounds the space, enhancing the ambiance.

Guesthouse in Charleston

4.95 out of 5 average rating, 239 reviews

Quaint Cottage Studio in Ashley Forest (Avondale).

Take in the peace, calm, and hospitality of Charleston at this small, quaint, stand-alone cottage. The studio is situated on our property and shares an outdoor lounge and dining area. Located in the neighborhood of Ashley Forest, a small corner of Avondale, you are walking distance to breweries, cafes, wine bars, sushi restaurants and more. Downtown is a 10 minute ride share away, and there is also a bus stop five minutes from the property that will take you to the heart of King Street.

Top guest favorite

The exterior of the cottage is presented, featuring a red brick facade and a welcoming entrance with two chairs positioned on a stone pathway. Lush greenery surrounds the area, while string lights add a gentle touch of ambiance.

Guesthouse in Charleston

4.98 out of 5 average rating, 237 reviews

Cottage Under the Oaks

A lovely studio centrally located on James Island, The Cottage is about 5 miles to Folly Beach or Downtown. There are a few restaurants within walking distance, and almost everything on the island is within a few miles. *No children under 13 without prior approval.* **We do have a 30-day minimum during some dates. If you need a shorter reservation and your dates aren’t showing as available, message us and we’ll see if we can make it work.** Permit Number: OP2024-05670

Top guest favorite

A small outdoor balcony is shown with two striped chairs positioned at a round table. A potted plant with bright pink flowers adds a pop of color to the wooden decking. Sunlight filters through greenery in the background.

Guesthouse in Charleston

5 out of 5 average rating, 259 reviews

James Island "La Casita" Nestled btw Beach & City

Wake up to the 2 grand oaks just outside your window. Visit Folly Beach (14 minutes) or Historic Downtown Charleston (9 minutes). Craft your own meal in the complete kitchen or try one of the many renowned Charleston restaurants recognized by foodies worldwide. Visit James Island County Park & Waterpark (1 mile). Take a trip to the local Farmer's Market or the Municipal Golf Club. Then stroll down the (Woodland Shores) road for a spectacular view of the wetlands.

Top guest favorite

The exterior of the small efficiency apartment is showcased, featuring a vibrant orange door framed by white trim. Two windows on either side allow natural light to enter. The entrance is accessible via a stone pathway, leading to a deck area, surrounded by greenery.

Guesthouse in Charleston

4.97 out of 5 average rating, 116 reviews

Cottage apartment near beach and downtown

Small efficiency apartment with free parking and your own private entrance. Only 3 miles to historic downtown Charleston. If you are coming to enjoy our beaches, we are only 8 miles from Folly beach, 17 miles from Kiawah and Seabrook Islands and 13 miles from Sullivan’s Island. I am a Charleston native and my husband came to Charleston on a soccer scholarship in 1989 from Trinidad. We provide a binder to include some of our favorite places to go and areas nearby.

Guest favorite

A horse-drawn carriage is seen traveling down a tree-lined street, showcasing historic buildings in the background. The carriage, pulled by two horses, carries passengers enjoying the scenic views under the natural canopy provided by overhanging branches.

Guesthouse in Charleston

4.94 out of 5 average rating, 310 reviews

Creekside Cottage (Tiny Home)

If you're looking for a true lowcountry, laid back experience, our Tiny Creekside Cottage is the place for you. We're nestled in a small eclectic neighborhood less than 3 miles from the sandy shores of Folly Beach and just 7 miles from historic downtown Charleston. The cottage sits by a tidal creek that flows in and out of the Folly River with marsh views, lots of bird watching opportunities, and the most amazing sunsets around.